Pentera

Location: Remote position. Occasional travel to our office in Golden, Colorado is required. About Pentera Pentera is the global leader in Automated Security Validation, helping organizations worldwide safely emulate real-world attacker behavior and uncover their true security gaps across on-prem, cloud, and hybrid environments. With more than 1,200 customers in over 50 countries and a rapidly growing global team, Pentera is shaping how modern enterprises continuously validate their security posture. About the Role We are looking for a Cyber Researcher to join our R&D team and play a key role in shaping how automated security validation evolves. In this role, you will conduct deep, hands-on technical research into attacker techniques and system behaviors across operating systems, identity systems, cloud platforms, and enterprise environments. Your work will be translated into production-grade, automated attack emulations that dynamically adapt and make decisions, closely mirroring how skilled attackers operate in the real world. This is a highly technical role that combines research, development, and applied AI, with direct impact on a real-world security product. Responsibilities - Conduct in-depth research into attacker techniques across Windows, Linux, identity systems, cloud environments, and external attack surfaces - Design and develop advanced attack simulation techniques that challenge modern security controls and defensive architectures - Translate research findings into scalable, production-ready capabilities within Pentera’s automated validation platform - Architect and implement decision-making logic that enables dynamic attack paths and adaptive behavior during automated operations - Develop high-quality code that powers complex attack simulations, using appropriate languages and technologies for each use case - Collaborate closely with R&D, engineering, and product teams to integrate new research into the platform - Mentor team members and contribute to a culture of technical excellence, curiosity, and continuous learning Requirements - 5+ years of hands-on experience in security research, penetration testing, or adversarial security engineering - Strong knowledge of Windows internals, operating systems, networking, and enterprise environments - 3+ years of experience developing in Python - Proven ability to write efficient, stealth-aware, and production-quality security-related code - Experience with security research tools and frameworks such as Metasploit, Impacket, Nmap, Burp, or similar - Proficiency in reverse engineering and debugging using tools such as IDA, Ghidra, WinDBG, or Radare2 - Experience working with cloud platforms such as AWS and Azure - Ability to apply AI or machine learning concepts to decision-making, automation, or behavior modeling within complex systems - Strong collaboration skills, adaptability, and a fast learning mindset Preferred Qualifications - Experience modeling attacker decision-making, attack paths, or adversarial behaviors - Familiarity with graph-based analysis, pathfinding, or automated reasoning systems - Hands-on experience with security product development and large-scale platforms - Exposure to AI-driven automation, agent-based systems, or adaptive workflows - Bachelor’s degree in Computer Science or a related technical field Compensation: The base salary range for this role is $180,000–$220,000, depending on experience, skills, and location. This range reflects the base compensation only. In addition, Pentera offers a comprehensive total rewards package that includes performance-based bonuses, equity opportunities, health and wellness benefits, retirement plans, and other perks designed to support long-term growth and well-being. We are an equal opportunity employer and we are committed to building a diverse and talented workforce. We do not discriminate on the basis of race, sex, religion, colour, national origin, gender, gender identity, sexual orientation, age, marital status, veteran status, medical condition, disability, or any other class or characteristic protected by applicable law. We welcome candidates from all backgrounds to join us!

Technical Support Engineer - Central Time Zone Accelerate Your Career in Cybersecurity Join Pentera and take your career to the next level in cybersecurity. As a leader in Automated Security Validation, we help businesses around the world safely emulate real-world attacks to uncover their vulnerabilities—just like the world’s best red teams. At Pentera, you’ll be at the forefront of cybersecurity innovation, working on advanced tools that challenge organizations' defenses and push the limits of security testing. With over 350 team members and 1,000+ customers in more than 50 countries, Pentera is a growing company supported by top investors like Insight Partners, K1, and The Blackstone Group. If you're looking to grow your skills, make a difference, and be part of an innovative team, Pentera is the place for you. About the Role: As a Tier 1 Technical Support Engineer, you’ll be the first line of defense for our customers, ensuring they get the support they need to use Pentera’s platform effectively. You’ll gain hands-on experience in security testing, work closely with cybersecurity specialists, and develop a deep understanding of penetration testing—all while helping customers solve technical challenges. Roles & Responsibilities: Manage non-critical customer issues through our ticketing system, from acknowledgment to resolution or escalation. Triage and troubleshoot technical issues, ensuring prompt and effective resolution. Provide exceptional customer support using Salesforce, following Pentera’s support procedures and best practices. Maintain and contribute to our knowledge base to help streamline future troubleshooting. Collaborate with internal teams to escalate complex cases and ensure customer success. 1-2 years of experience in tech support, desktop support, or a related role OR a degree in Computer Science, IT, Cybersecurity, or Computer Engineering. Strong technical troubleshooting skills. Basic Linux knowledge (command-line experience is a plus). Excellent communication skills and a team-player mindset. A problem-solver with sharp attention to detail and a "get things done" attitude. The ability to work independently while thriving in a collaborative environment. It will be great if you have: Basic knowledge of any programming language Technical writing skills (creating documentation, troubleshooting guides, etc.). Experience with Bash scripting, penetration testing tools, or cybersecurity fundamentals. Previous experience in customer-facing technical roles. We look forward to getting to know you! We are an equal opportunity employer and we are committed to building a diverse and talented workforce. We do not discriminate on the basis of race, sex, religion, color, national origin, gender, gender identity, sexual orientation, age, marital status, veteran status, medical condition, disability, or any other class or characteristic protected by applicable law. We welcome candidates from all backgrounds to join us!